Woodland Park
Trail Running Calendar near Woodland Park 2026-2027
Explore the top trail runs near Woodland Park for 2026-2027! We've gathered 28 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A community benefit trail event in Castle Rock with a 5K and a 1 Mile Walk raising funds for a family affected by spinal muscular atrophy.
Trail run at Rampart Reservoir with 8 mile and 16 mile options on single track and rocky sections. Entry is limited to 150 and registration closes August 5, 2026.
Experience the trails of Cheyenne Mountain State Park with three race distances ranging from a 5K walk to a 25K mountain challenge. This chip timed fundraiser supports park conservation through scenic and high elevation courses.
September 2026
A 13.32 mile ascent from Manitou Springs to the summit of Pikes Peak with about 7,867 ft of elevation gain on September 19, 2026.
Experience a 26.2 mile mountain run from Manitou Springs to the summit of Pikes Peak and back. This historic event features over 7800 feet of elevation gain and a 10 hour time limit.
Tough Mudder Colorado at Fort Carson on September 26 2026 features 15K and 5K courses with multiple obstacles, finisher items, volunteer options, and spectator passes.
A 24 hour loop endurance run in Palmer Lake, CO on a 0.82 mile course at 7,240 feet, with distance awards and guaranteed buckles for early 100 mile finishers.
A six hour trail challenge of repeating a 5K loop each hour; finish all six to earn the OUTLAST medal and a place on the national leaderboard.
The 4th annual Greenland Open Space Pack Burro Race in Larkspur, Colorado offers 8 Mile and 3 Mile pack burro divisions. Teams must register a burro partner, follow animal welfare rules, and the field is limited to 75 participants.
October 2026
A Woodland Park trail event featuring 50k and 10k options on singletrack and forest roads with views of Pikes Peak, stocked aid stations, and crew access for the 50k.
Trail races on Philip S. Miller Park ridgelines include a family adventure run plus 5K, 10K, half marathon and 50K with chip timing and aid stations.
A four-race trail series across city parks with increasing distances, chip timing, and cumulative awards for runners who complete all four events.
Trail races in Palmer Park Colorado Springs offering 50K, 25K, 10K and 5K on marked single track with city and Pikes Peak views.
Four trail races across Colorado Springs parks with increasing distances and chip-timed series awards for runners who complete all four events.
November 2026
Four trail races across Colorado Springs parks with increasing distances and chip-timed series awards for runners who complete all four events.
VO2Max 3K OCR in Colorado Springs on Nov 7, 2026 features an indoor/outdoor 3K course with 15 to 20 obstacles and finisher medals and t shirts.
Trail races at Starsmore Visitor & Nature Center on November 8, 2026, with chip-timed 4-mile and untimed 2.5-mile courses on Columbine Trail; proceeds support Friends of Cheyenne Cañon and leashed pets are allowed on the trail.
Four trail races across Colorado Springs parks with increasing distances and chip-timed series awards for runners who complete all four events.